Zappa................................

Frank Zappa (1940-1993) was a talented and prolific musician, composer, and all-around artist.  He had this fierce independence, so categorize him at your own risk.  About the only thing you can say for sure was that Zappa was not a Reagan Republican. More about him here and here.  He was highly quotable.  To wit:

"Drop out of school before your mind rots from exposure to our mediocre educational system.Forget about the Senior Prom and go to the library and educate yourself if you've got any guts. Some of you like Pep rallies and plastic robots who tell you what to read. Forget I mentioned it. This song has no message. Rise for the flag salute."

'It isn't necessary to imagine the world ending in fire or ice — there are two other possibilities: one is paperwork, and the other is nostalgia."

"The things that were happening in 1955 were cosmic ... in terms of music history."

"If you want to get laid, go to college. If you want an education, go to the library."

"A wise man once said, 'never discuss philosophy or politics in a disco environment.'"

"The most important thing to do in your life is to not interfere with somebody else's life."

"Let's not be too rough on our own ignorance; it's what makes America great!"

"One of my favorite philosophical tenets is that people will agree with you only if they already agree with you. You do not change people's minds."
"Take the Kama Sutra. How many people died from the Kama Sutra, as opposed to the Bible? Who wins?"

"We live in a very special time right now. At no other time in history has there been such mass disillusionment in terms of reliance on governing functions. Most people don’t want to come to terms with that. It’s been proven over and over again that the emperor isn’t wearing any clothes, but most people don’t like to look at naked emperors. In the process of turning around to avert their eyes, they saw the discotheques and a few other things and latched onto them."

"Communism doesn't work because people like to own stuff."

"The cool-person syndrome is peculiarly American. Part of that has to do with the way the educational business is run in the U.S. It’s not based on how much you can teach your child: it’s based on how much money the suppliers of basic materials can make off your child."

"The lifestyle that I have is probably neither desirable nor useful to most people."